BR0102587A - Cyclopropane compounds 1,1 - and 1,2 - disubstituted, a process for their preparation and pharmaceutical compositions containing the same - Google Patents

Cyclopropane compounds 1,1 - and 1,2 - disubstituted, a process for their preparation and pharmaceutical compositions containing the same

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Publication number
BR0102587A
BR0102587A BR0102587-2A BR0102587A BR0102587A BR 0102587 A BR0102587 A BR 0102587A BR 0102587 A BR0102587 A BR 0102587A BR 0102587 A BR0102587 A BR 0102587A
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Brazil
Prior art keywords
group
aryl
arylalkyl
group selected
formula
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BR0102587-2A
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Portuguese (pt)
Inventor
Solo Goldstein
Claude Guillonneau
Yves Charton
Brian Lockhart
Pierre Lestage
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Adir
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Publication of BR0102587A publication Critical patent/BR0102587A/en

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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/70Sulfur atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/30Drugs for disorders of the nervous system for treating abuse or dependence
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/30Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/34Tobacco-abuse
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A61P29/02Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID] without antiinflammatory effect
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/44Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and containing rings
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/52Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups or amino groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C219/00Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C219/02Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C219/18Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and containing rings
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    • C07C219/00Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C219/24Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups or amino groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/08Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/12Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
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    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/32Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C271/34Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of rings other than six-membered aromatic rings with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/24Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/26Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being saturated and containing rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62Oxygen or sulfur atoms
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    • C07D213/65One oxygen atom attached in position 3 or 5
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    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/096Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/02Systems containing only non-condensed rings with a three-membered ring

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  • Anesthesiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Patente de Invenção: "COMPOSTOS DE CICLOPROPANO 1,1- E 1,2-DISSUBSTITUìDOS, UM PROCESSO PARA SUA PREPARAçãO E COMPOSIçõES FARMACêUTICAS CONTENDO OS MESMOS". Compostos de fórmula (I): em que: p representa um número inteiro de a partir de 0 a 6 inclusive, n representa um número inteiro de a partir de 0 a 6 inclusive, R, e R2 representam um grupo selecionado entre um átomo de hidrogênio, um grupo alquila, arila e arilalquila, ou R~ 1~ + R~ 2~ formam junto com o átomo de nitrogênio carregando os mesmos um sistema saturado, monocíclico ou bicíclico, X representa um grupo selecionado entre um átomo de oxigênio, um átomo de enxofre, um grupo -CH=CH-, metileno, um grupo de fórmula -HC=N-O- e um grupo de fórmula -OCH~ 2~-CH=CH-, em quais grupos o átomo de oxigênio está ligado à porção Y dos compostos de fórmula (I), Y representa um grupo selecionado entre arila, heteroarila, arilalquila, heteroarilalquila, -C(O)-A e -C(S)-A, A representa um grupo selecionado entre alquila, arila, heteroarila, arilalquila, heteroarilalquila, e NR~ 3~R~ 4~ em que R~ 3~ e R4 representam um grupo selecionado entre um átomo de hidrogênio, um grupo alquila, arila e arilalquila, ou R~ 3~ + R~ 4~ formam junto com o átomo de nitrogênio carregando os mesmos um sistema monocíclico ou bicíclico (C~ 3~-C~ 10~), seus isómeros e sais de adição dos mesmos com um ácido ou base farmaceuticamente aceitável. Medicamentos.Invention Patent: "CYCLOPROPAN COMPOUNDS 1,1- AND 1,2-DISSUBSTITUED, A PROCESS FOR ITS PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME". Compounds of formula (I): where: p represents an integer from 0 to 6 inclusive, n represents an integer from 0 to 6 inclusive, R, and R2 represent a group selected from an atom of hydrogen, an alkyl, aryl and arylalkyl group, or R ~ 1 ~ + R ~ 2 ~ form together with the nitrogen atom carrying them a saturated, monocyclic or bicyclic system, X represents a group selected from an oxygen atom, a sulfur atom, a group -CH = CH-, methylene, a group of formula -HC = NO- and a group of formula -OCH ~ 2 ~ -CH = CH-, in which groups the oxygen atom is attached to the moiety Y of the compounds of formula (I), Y represents a group selected from aryl, heteroaryl, arylalkyl, heteroarylalkyl, -C (O) -A and -C (S) -A, A represents a group selected from alkyl, aryl, heteroaryl , arylalkyl, heteroarylalkyl, and NR ~ 3 ~ R ~ 4 ~ where R ~ 3 ~ and R4 represent a group selected from a hydrogen atom, a group alkyl, aryl and arylalkyl, or R ~ 3 ~ + R ~ 4 ~ form together with the nitrogen atom carrying them a monocyclic or bicyclic system (C ~ 3 ~ -C ~ 10 ~), their isomers and addition salts of with a pharmaceutically acceptable acid or base. Medicines.

BR0102587-2A 2000-06-27 2001-06-27 Cyclopropane compounds 1,1 - and 1,2 - disubstituted, a process for their preparation and pharmaceutical compositions containing the same BR0102587A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0008203A FR2810664B1 (en) 2000-06-27 2000-06-27 NOVEL CYCLOPROPANE COMPOUNDS, 1,1 AND 1,2-DISSUBSTITUES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

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BR0102587A true BR0102587A (en) 2002-05-28

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BR0102587-2A BR0102587A (en) 2000-06-27 2001-06-27 Cyclopropane compounds 1,1 - and 1,2 - disubstituted, a process for their preparation and pharmaceutical compositions containing the same

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US (2) US6943184B2 (en)
EP (1) EP1170281B1 (en)
JP (2) JP3720735B2 (en)
KR (1) KR100450315B1 (en)
CN (1) CN1176066C (en)
AR (1) AR029537A1 (en)
AT (1) ATE313524T1 (en)
AU (1) AU777733B2 (en)
BR (1) BR0102587A (en)
CA (1) CA2351833C (en)
DE (1) DE60115997T2 (en)
DK (1) DK1170281T3 (en)
EA (1) EA005185B1 (en)
ES (1) ES2254344T3 (en)
FR (1) FR2810664B1 (en)
HK (1) HK1041605B (en)
HU (1) HUP0102631A3 (en)
MX (1) MXPA01006586A (en)
NO (1) NO327882B1 (en)
NZ (1) NZ512605A (en)
PL (1) PL202459B1 (en)
SI (1) SI1170281T1 (en)
ZA (1) ZA200105300B (en)

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DE10164139A1 (en) 2001-12-27 2003-07-10 Bayer Ag 2-heteroaryl carboxamides
FR2889188B1 (en) * 2005-07-28 2007-09-07 Servier Lab NOVEL POLYSUBSTITUTED 1,1-PYRIDINYLAMINOCYCLOPROPANAMINE COMPOUNDS, PROCESS FOR PREPARING THEM AND PHAMACEUTICAL COMPOSITIONS CONTAINING THEM
FR2889187B1 (en) * 2005-07-28 2007-09-07 Servier Lab NOVEL POLYSUSBSTITUTED 1,1-PYRIDINYLOXYCYCLOPROPANAMINE COMPOUNDS, PROCESS FOR PREPARING THEM AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
FR2896800B1 (en) * 2006-01-30 2008-04-11 Servier Lab NOVEL POLYSUBSTITUTED PYRIDINYLAMINOALKYLENE AND PYRIDINYLOXYALKYLENE CYCLOPROPANAMINE COMPOUNDS, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME
KR100718472B1 (en) * 2006-04-10 2007-05-18 김동현 A mop washing and drying device
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RU2011150248A (en) * 2009-05-11 2013-06-20 Энвиво Фармасьютикалз, Инк. TREATMENT OF COGNITIVE DISORDERS WITH SPECIFIC ALPHA-7 NICOTIN ACID RECEPTORS IN COMBINATION WITH ACETYLCHOLINESTERASE INHIBITORS
EP2571874B1 (en) 2010-05-17 2016-03-30 Forum Pharmaceuticals Inc. A crystalline form of (r)-7-chloro-n-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride monohydrate
AU2013259871A1 (en) 2012-05-08 2014-11-20 Forum Pharmaceuticals Inc. Methods of maintaining, treating or improving cognitive function
CN104119235B (en) * 2014-07-30 2015-11-11 天津市斯芬克司药物研发有限公司 A kind of cyclopropyl-methylamine compound and preparation method thereof
DK3433234T3 (en) * 2016-03-22 2022-01-03 Merck Sharp & Dohme ALLOSTERIC MODULATORS OF NICOTINACETYLCHOLINE RECEPTORS
CN111848423B (en) * 2019-04-30 2022-10-14 尚科生物医药(上海)有限公司 Preparation method of tert-butyl 3-oxocyclobutylcarbamate

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NO20013206D0 (en) 2001-06-26
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HUP0102631A3 (en) 2002-11-28
CA2351833A1 (en) 2001-12-27
AR029537A1 (en) 2003-07-02
JP2002069046A (en) 2002-03-08
DK1170281T3 (en) 2006-05-01
DE60115997T2 (en) 2006-10-26
PL202459B1 (en) 2009-06-30
EP1170281B1 (en) 2005-12-21
FR2810664A1 (en) 2001-12-28
CN1176066C (en) 2004-11-17
HK1041605A1 (en) 2002-07-12
AU777733B2 (en) 2004-10-28
NZ512605A (en) 2001-09-28
KR20020000844A (en) 2002-01-05
SI1170281T1 (en) 2006-04-30
DE60115997D1 (en) 2006-01-26
JP3720735B2 (en) 2005-11-30
CN1330067A (en) 2002-01-09
NO20013206L (en) 2001-12-28
US20020022643A1 (en) 2002-02-21
ATE313524T1 (en) 2006-01-15
HK1041605B (en) 2005-06-03
FR2810664B1 (en) 2004-12-24
NO327882B1 (en) 2009-10-12
CA2351833C (en) 2006-07-18
EA200100597A2 (en) 2002-02-28
JP2005314431A (en) 2005-11-10
US20050032845A1 (en) 2005-02-10
KR100450315B1 (en) 2004-09-30
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